Pyrrolidine → HCID 178509652, compound

HRID 976598Notes

Reaction equation

HRID 976598 reaction equation
Cl[CH2:2][C:3]1[NH:7][C:6]2[CH:8]=[CH:9][C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[C:18]#[N:19])=[CH:11][C:5]=2[N:4]=1.[NH:20]1[CH2:24][CH2:23][CH2:22][CH2:21]1>C1COCC1>[C:18]([C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[C:10]1[CH:9]=[CH:8][C:6]2[NH:7][C:3]([CH2:2][N:20]3[CH2:24][CH2:23][CH2:22][CH2:21]3)=[N:4][C:5]=2[CH:11]=1)#[N:19]

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 178509649HCID 178509649, compound

Product 1

HCID 178509652HCID 178509652, compoundYield 84.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-Chloromethyl-5-(2-cyanophenyl)-1H-benzimidazole (2.28 mmoles, 0.54 g - see Example 35) and pyrrolidine (5.26 mmole, 0.375 g.) were dissolved in THF and stirred room temperature. The solvents were removed in vacuo. The residue was dissolved in ethyl acetate, washed with water, and concentrated to yield 0.583 g of 5-(2-Cyanophenyl)-2-(1-pyrrolidinomethyl)-1H-benzimidazole.

Workup

  1. customThe solvents were removed in vacuo
  2. dissolutionThe residue was dissolved in ethyl acetate
  3. washwashed with water
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-fb261c7b45074b4fbdf7b33e9b0ac942
Source dataset
uspto-grants-1997_03
Patent number
US05612360

Reaction notes

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